Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand

[Image: see text] The first crown-tetracarbene complex of Ni(II) has been prepared, and its crystal structure determined. The complex can be reduced by Na/Hg, with an uptake of two electrons. The reduced complex reductively cleaves arenesulfonamides, including those derived from secondary aliphatic...

Descripción completa

Detalles Bibliográficos
Autores principales: Findlay, Neil J., Park, Stuart R., Schoenebeck, Franziska, Cahard, Elise, Zhou, Sheng-ze, Berlouis, Leonard E. A., Spicer, Mark D., Tuttle, Tell, Murphy, John A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2010
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3662396/
https://www.ncbi.nlm.nih.gov/pubmed/20961105
http://dx.doi.org/10.1021/ja107703n
_version_ 1782270832335126528
author Findlay, Neil J.
Park, Stuart R.
Schoenebeck, Franziska
Cahard, Elise
Zhou, Sheng-ze
Berlouis, Leonard E. A.
Spicer, Mark D.
Tuttle, Tell
Murphy, John A.
author_facet Findlay, Neil J.
Park, Stuart R.
Schoenebeck, Franziska
Cahard, Elise
Zhou, Sheng-ze
Berlouis, Leonard E. A.
Spicer, Mark D.
Tuttle, Tell
Murphy, John A.
author_sort Findlay, Neil J.
collection PubMed
description [Image: see text] The first crown-tetracarbene complex of Ni(II) has been prepared, and its crystal structure determined. The complex can be reduced by Na/Hg, with an uptake of two electrons. The reduced complex reductively cleaves arenesulfonamides, including those derived from secondary aliphatic amines, and effects Birch reduction of anthracenes as well as reductive cleavage of stilbene oxides. Computational studies show that the orbital that receives electrons upon reduction of the complex 2 is predominantly based on the crown carbene ligand and also that the HOMO of the parent complex 2 is based on the ligand.
format Online
Article
Text
id pubmed-3662396
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-36623962013-05-24 Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand Findlay, Neil J. Park, Stuart R. Schoenebeck, Franziska Cahard, Elise Zhou, Sheng-ze Berlouis, Leonard E. A. Spicer, Mark D. Tuttle, Tell Murphy, John A. J Am Chem Soc [Image: see text] The first crown-tetracarbene complex of Ni(II) has been prepared, and its crystal structure determined. The complex can be reduced by Na/Hg, with an uptake of two electrons. The reduced complex reductively cleaves arenesulfonamides, including those derived from secondary aliphatic amines, and effects Birch reduction of anthracenes as well as reductive cleavage of stilbene oxides. Computational studies show that the orbital that receives electrons upon reduction of the complex 2 is predominantly based on the crown carbene ligand and also that the HOMO of the parent complex 2 is based on the ligand. American Chemical Society 2010-10-20 2010-11-10 /pmc/articles/PMC3662396/ /pubmed/20961105 http://dx.doi.org/10.1021/ja107703n Text en Copyright © 2010 American Chemical Society
spellingShingle Findlay, Neil J.
Park, Stuart R.
Schoenebeck, Franziska
Cahard, Elise
Zhou, Sheng-ze
Berlouis, Leonard E. A.
Spicer, Mark D.
Tuttle, Tell
Murphy, John A.
Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand
title Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand
title_full Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand
title_fullStr Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand
title_full_unstemmed Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand
title_short Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand
title_sort reductions of challenging organic substrates by a nickel complex of a noninnocent crown carbene ligand
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3662396/
https://www.ncbi.nlm.nih.gov/pubmed/20961105
http://dx.doi.org/10.1021/ja107703n
work_keys_str_mv AT findlayneilj reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand
AT parkstuartr reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand
AT schoenebeckfranziska reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand
AT cahardelise reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand
AT zhoushengze reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand
AT berlouisleonardea reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand
AT spicermarkd reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand
AT tuttletell reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand
AT murphyjohna reductionsofchallengingorganicsubstratesbyanickelcomplexofanoninnocentcrowncarbeneligand

Ejemplares similares